Development of a solar energy storage process. Photoisomerization of a norbornadience derivative to a quadricyclane derivative in an aqueous alkaline solution
In an aqueous alkaline solution, the photoisomerization of norbornadiene derivatives to quadricyclane derivatives was investigated. Upon irradiation with sunlight, 1a-g isomerized quantitatively to 2a-g even in the presence of air, although the reaction medium was water which was usually reactive toward cyclopropane and cyclobutane rings of quadricyclane. In fact, 1h-j gave undesirable compounds on irradiation under the same conditions. In order to increase solubility and the amount of heat being stored, compounds 3 were synthesized which had two norbornadiene chromophores in the same molecule. From analyses of the spectral data and the photoreactivities of 3, the same behavior was confirmed as those of 1, i.e., the two neighboring chromophores did not interfere. Since the reaction medium is water and the photoisomerization by sunlight is clean, these water-soluble norbornadiene derivatives 1a-g, 1k-m, and 3a-c are promising for solar energy storage. 27 references, 2 figures, 5 tables.
- Research Organization:
- Kyoto Univ., Japan
- OSTI ID:
- 6230763
- Journal Information:
- J. Org. Chem.; (United States), Journal Name: J. Org. Chem.; (United States) Vol. 50:24; ISSN JOCEA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
140505* -- Solar Energy Conversion-- Photochemical
Photobiological
& Thermochemical Conversion-- (1980-)
ABSORPTION SPECTROSCOPY
ALKENES
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CYCLOALKENES
DATA
DERIVATIZATION
ENERGY STORAGE
EXPERIMENTAL DATA
HYDROCARBONS
INFORMATION
NORBORNADIENE
NUMERICAL DATA
ORGANIC COMPOUNDS
PHOTOCHEMICAL ENERGY STORAGE
PHOTOCHEMICAL REACTIONS
QUADRICYCLENE
SPECTRA
SPECTROSCOPY
STORAGE
ULTRAVIOLET SPECTRA
YIELDS